Structure via PubChem · Public domain (PubChem)
amobarbital
Sign in to saveAlso known as Barbamyl, 5-Ethyl-5-isopentylbarbituric acid, Amylobarbitone, 5-Ethyl-5-isoamylbarbituric acid, Amytal, 5-Ethyl-5-(3-methylbutyl)barbituric acid, Barbamil, 5-Ethyl-5-(3-methylbutyl)-2,4,6(1H,3H,5H)-pyrimidinetrione
Amobarbital (formerly known as amylobarbitone or sodium amytal as the soluble sodium salt) is a drug that is a barbiturate derivative. It has sedative-hypnotic properties. It is a white crystalline powder with no odor and a slightly bitter taste. It was first synthesized in Germany in 1923. It is considered a short to intermediate acting barbiturate.
Key facts
- Drug.Watchedfields
- changed
- Drug.class
- Barbiturate
- Drug.verifiedrevid
- 464364523
- Drug.IUPAC_name
- 5-ethyl-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione
- Drug.image
- Amobarbital.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 160
- Drug.image2
- Amobarbital 3D xtal ball.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200
- Drug.legal_BR
- B1
- Drug.legal_CA
- Schedule IV
- Drug.legal_DE
- Anlage III
- Drug.legal_US
- Schedule II
- Drug.legal_US_comment
- / Schedule III
- Drug.legal_UK
- Class B
- Drug.legal_UN
- P III
- Drug.legal_status
- SE: Förteckning IV
via Wikipedia infobox
Chemical data
- Formula
- C11H18N2O3
- Molecular weight
- 226.27 g/mol
- IUPAC name
- 5-ethyl-5-(3-methylbutyl)-1,3-diazinane-2,4,6-trione
- SMILES
- CCC1(C(=O)NC(=O)NC1=O)CCC(C)C
- InChIKey
- VIROVYVQCGLCII-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 75.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Research
2,925 papers- The amobarbital interview revisited: a review of the literature since 1966.Harvard review of psychiatry · 1999
- AMOBARBITAL.Bulletin. American Pharmaceutical Association. Committee on National Formulary · 1949
- Alternatives to sodium amobarbital in the Wada test.The Annals of pharmacotherapy · 2011
- Sodium amobarbital: historical perspectives and neurorehabilitation clinical caveats.NeuroRehabilitation · 2012
- AMOBARBITAL elixir.Bulletin. American Pharmaceutical Association. Committee on National Formulary · 1949
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 226.131742
- Has use
- medication
Show 6 more facts
- medical condition treated
- status epilepticus
- chemical formula
- C₁₁H₁₈N₂O₃
- World Health Organisation international non-proprietary name
- amobarbital
- canonical SMILES
- CCC1(C(=O)NC(=O)NC1=O)CCC(C)C
- Commons category
- Amobarbital
- has characteristic
- bitterness
via Wikidata · CC0
~6 min read
Encyclopedic overview
12 sectionsContents
- Pharmacology
- Metabolism
- Indications
- Approved
- Unapproved/off-label
- Contraindications
- Interactions
- Overdose
- Chemistry
- Society and culture
- See also
- Notes
Amobarbital (formerly known as amylobarbitone or sodium amytal as the soluble sodium salt) is a drug that is a barbiturate derivative. It has sedative-hypnotic properties. It is a white crystalline powder with no odor and a slightly bitter taste. It was first synthesized in Germany in 1923. It is considered a short to intermediate acting barbiturate.
If amobarbital is taken for extended periods of time, physical and psychological dependence can develop. Amobarbital withdrawal mimics delirium tremens and may be life-threatening. Amobarbital was manufactured by Eli Lilly and Company in the United States under the brand name Amytal in bright blue bullet shaped capsules (known as Pulvules) or pink tablets (known as Diskets) containing 50, 100, or 200 milligrams of the drug. The drug was also manufactured generically.
Excerpted from Wikipedia’s “amobarbital” article, available under the CC BY-SA 4.0 licence.